JPH01277496A - マクロライド化合物の製造方法 - Google Patents
マクロライド化合物の製造方法Info
- Publication number
- JPH01277496A JPH01277496A JP1058075A JP5807589A JPH01277496A JP H01277496 A JPH01277496 A JP H01277496A JP 1058075 A JP1058075 A JP 1058075A JP 5807589 A JP5807589 A JP 5807589A JP H01277496 A JPH01277496 A JP H01277496A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- group
- hydrogen atom
- tables
- formulas
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 6
- 239000003120 macrolide antibiotic agent Substances 0.000 title abstract description 4
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- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims abstract description 20
- 241000187747 Streptomyces Species 0.000 claims abstract description 17
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 12
- 238000000855 fermentation Methods 0.000 claims abstract description 11
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- 229910052799 carbon Inorganic materials 0.000 claims abstract description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 7
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- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 5
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 34
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- 125000000753 cycloalkyl group Chemical group 0.000 description 4
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- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 125000003710 aryl alkyl group Chemical group 0.000 description 3
- 238000004949 mass spectrometry Methods 0.000 description 3
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- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
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- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 125000004036 acetal group Chemical group 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 239000003463 adsorbent Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
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- 150000001408 amides Chemical class 0.000 description 2
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- 230000001178 anti-ectoparasitic effect Effects 0.000 description 2
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- 239000011324 bead Substances 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- DIKBFYAXUHHXCS-UHFFFAOYSA-N bromoform Chemical compound BrC(Br)Br DIKBFYAXUHHXCS-UHFFFAOYSA-N 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
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- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 2
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- QGUPBYVADAJUNT-UHFFFAOYSA-N 6-morpholin-4-ium-4-yl-4,4-diphenylheptan-3-one;chloride Chemical compound Cl.C=1C=CC=CC=1C(C=1C=CC=CC=1)(C(=O)CC)CC(C)N1CCOCC1 QGUPBYVADAJUNT-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
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- 150000002825 nitriles Chemical class 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- KCXFHTAICRTXLI-UHFFFAOYSA-N propane-1-sulfonic acid Chemical compound CCCS(O)(=O)=O KCXFHTAICRTXLI-UHFFFAOYSA-N 0.000 description 1
- 238000011403 purification operation Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 102200128931 rs3737311 Human genes 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000000527 sonication Methods 0.000 description 1
- 239000004455 soybean meal Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- ILMRJRBKQSSXGY-UHFFFAOYSA-N tert-butyl(dimethyl)silicon Chemical group C[Si](C)C(C)(C)C ILMRJRBKQSSXGY-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000001665 trituration Methods 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000012138 yeast extract Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/22—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains four or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/18—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing at least two hetero rings condensed among themselves or condensed with a common carbocyclic ring system, e.g. rifamycin
- C12P17/181—Heterocyclic compounds containing oxygen atoms as the only ring heteroatoms in the condensed system, e.g. Salinomycin, Septamycin
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
- C12N1/20—Bacteria; Culture media therefor
- C12N1/205—Bacterial isolates
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
- C12R2001/00—Microorganisms ; Processes using microorganisms
- C12R2001/01—Bacteria or Actinomycetales ; using bacteria or Actinomycetales
- C12R2001/465—Streptomyces
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8805978 | 1988-03-14 | ||
| GB888805978A GB8805978D0 (en) | 1988-03-14 | 1988-03-14 | Process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH01277496A true JPH01277496A (ja) | 1989-11-07 |
Family
ID=10633378
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1058075A Pending JPH01277496A (ja) | 1988-03-14 | 1989-03-13 | マクロライド化合物の製造方法 |
Country Status (12)
| Country | Link |
|---|---|
| EP (1) | EP0333404A3 (ko) |
| JP (1) | JPH01277496A (ko) |
| KR (1) | KR890014549A (ko) |
| AR (1) | AR240478A1 (ko) |
| AU (1) | AU620595B2 (ko) |
| DD (1) | DD283648A5 (ko) |
| DK (1) | DK120489A (ko) |
| GB (1) | GB8805978D0 (ko) |
| HU (1) | HUT56397A (ko) |
| NZ (1) | NZ228317A (ko) |
| PT (1) | PT89991B (ko) |
| ZA (1) | ZA891891B (ko) |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK165119C (da) * | 1984-06-05 | 1993-03-01 | American Cyanamid Co | Antibiotiske forbindelser betegnet ll-f28249alfa, beta, gamma, delta, epsilon, zeta, eta, theta, iota, kappa, my og ny og pharmaceutisk or pharmakologisk acceptable salte deraf samt fremgangsmaade til deres fremstilling |
| FR2570390B1 (fr) * | 1984-09-14 | 1987-11-27 | Glaxo Group Ltd | Nouveaux composes antibiotiques et procede de preparation |
| US4666937A (en) * | 1985-03-04 | 1987-05-19 | Merck & Co., Inc. | Avermectin bioconversion products |
| US4668696A (en) * | 1985-07-29 | 1987-05-26 | Merck & Co., Inc. | Novel averonectin fermentation product of a microorganism with anthelmintic activity |
-
1988
- 1988-03-14 GB GB888805978A patent/GB8805978D0/en active Pending
-
1989
- 1989-03-13 DD DD89326548A patent/DD283648A5/de not_active IP Right Cessation
- 1989-03-13 DK DK120489A patent/DK120489A/da not_active Application Discontinuation
- 1989-03-13 ZA ZA891891A patent/ZA891891B/xx unknown
- 1989-03-13 KR KR1019890003043A patent/KR890014549A/ko not_active Application Discontinuation
- 1989-03-13 HU HU891212A patent/HUT56397A/hu unknown
- 1989-03-13 AR AR313402A patent/AR240478A1/es active
- 1989-03-13 PT PT89991A patent/PT89991B/pt not_active IP Right Cessation
- 1989-03-13 JP JP1058075A patent/JPH01277496A/ja active Pending
- 1989-03-13 EP EP19890302442 patent/EP0333404A3/en not_active Ceased
- 1989-03-13 NZ NZ228317A patent/NZ228317A/en unknown
- 1989-03-14 AU AU31316/89A patent/AU620595B2/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| HUT56397A (en) | 1991-08-28 |
| DK120489D0 (da) | 1989-03-13 |
| GB8805978D0 (en) | 1988-04-13 |
| ZA891891B (en) | 1990-02-28 |
| NZ228317A (en) | 1991-03-26 |
| PT89991A (pt) | 1989-11-10 |
| AR240478A1 (es) | 1990-04-30 |
| EP0333404A3 (en) | 1990-11-07 |
| DD283648A5 (de) | 1990-10-17 |
| PT89991B (pt) | 1994-05-31 |
| KR890014549A (ko) | 1989-10-24 |
| AU3131689A (en) | 1989-09-14 |
| EP0333404A2 (en) | 1989-09-20 |
| DK120489A (da) | 1989-09-15 |
| AU620595B2 (en) | 1992-02-20 |
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